A room temperature, visible-light-promoted and redox neutral direct C-H amination of glycine and peptides has been firstly accomplished by using N-acyloxyphthalimide or -succinimide as nitrogen-radical precursor. The present strategy provides ways to introduce functionalities such as N-acyloxyphthalimide or -succinimide specifically to terminal glycine segment of peptides. Herein, mild conditions and high functional-group tolerance allow the preparation of non-natural α-amino acids and modification of corresponding peptides in this way.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1002/chem.202101982 | DOI Listing |
ChemSusChem
January 2025
Dalian University of Technology, State Key Laboratory of Fine Chemicals, West Campus E-223, 2 Linggong Rd.,, Dalian, CHINA.
Developing high-activity and long-term stable electrocatalysts for electrochemical CO2 reduction reaction (eCO2RR) to valuable products is still a challenge. An in-depth understanding of reaction mechanisms and the structure-function relationship is required for the development of an advanced catalytic eCO2RR system. Herein, a coordination polymer of indium(III) and benzenehexathiol (BHT) was developed as an electrocatalyst (In-BHT) for eCO2RR to HCOO-, which displayed an outstanding catalytic performance over the entire pH range.
View Article and Find Full Text PDFAmino Acids
January 2025
Faculty of Natural Sciences, University of SS Cyril and Methodius, 91701, Trnava, Slovakia.
Four aliphatic amino acids-α-aminobutyric acid (AABA), β-aminobutyric acid (BABA), α-aminoisobutyric acid (AAIBA) and β-aminoisobutyric acid (BAIBA) were investigated in water as a solvent by two quantum chemical methods. B3LYP hybrid version of DFT was used for geometry optimization and a full vibrational analysis of neutral molecules, their cations and anions in the canonical and zwitterionic forms (6 forms for each species). Ab initio DLPNO-CCSD(T) method was applied in the geometry pre-optimized by B3LYP.
View Article and Find Full Text PDFACS Appl Energy Mater
January 2025
Department of Chemical Engineering, Delft University of Technology, Van der Maasweg 9, 2629HZ Delft, The Netherlands.
The decoupled power and energy output of a redox flow battery (RFB) offers a key advantage in long-duration energy storage, crucial for a successful energy transition. Iodide/iodine and hydrogen/water, owing to their fast reaction kinetics, benign nature, and high solubility, provide promising battery chemistry. However, H-I RFBs suffer from low open circuit potentials, iodine crossover, and their multiphase nature.
View Article and Find Full Text PDFJ Org Chem
January 2025
Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Dual photoredox and copper-catalyzed remote asymmetric C(sp)-H alkylation of hydroxamic acid derivatives with glycine derivatives via a 1,5-hydrogen transfer (1,5-HAT) process has been realized. The reaction was characterized by redox-neutral and mild conditions, good yields, excellent enantioselectivity, and broad substrate scope. This protocol provides a straightforward and efficient strategy to prepare highly valuable enantioenriched noncanonical α-amino acids.
View Article and Find Full Text PDFJ Org Chem
January 2025
Faculty of Science, Kunming University of Science and Technology, Jingming South Road 727, Chenggong District, Kunming 650500, P. R. China.
A novel silver-catalyzed cascade radical isonitrile insertion and defluorinative cyclization have been developed to synthesize CFH- and phosphinoyl-containing quinolines from -isocyanyl α-trifluoromethylstyrenes. The reaction proceeded under redox-neutral conditions and allowed the construction of a highly attractive quinoline ring system, with the simultaneous formation of the CFH group and introduction of various phosphinoyl groups in a single transformation, showing operational simplicity, a wide substrate scope, good tolerance for functional groups, and remarkable atom-/stepeconomy. Mechanistic studies indicated that the reaction is likely to involve the participation of P-centered radicals and key carbanion intermediates.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!